Villa vacation rentals in Oregon

Luxury Ashland Mountain Escape: Pool, Hot Tub

Live the Southern Oregon paradise life at the Jefferson Estate — a fabulously appointed home on 8 acres, perfect for group getaways or small gatherings. Take in views of Grizzly Peak while fishing in the small stocked pond, or soak in the seasonal outdoor pool or hot tub while enjoying the quiet of nature. Play games on the lawn, read by the living room fireplace, or try your hand at the billiards table. The kitchen is fully equipped to live out all your entertaining dreams, and a screened sun

Spring Sale! Dreamy Downtown Pretty Pop Art Palace

This made for tv vintage dreamscape is smack dab in the middle of it all, flush with modern conveniences, yet worlds away! Walkable to the best of downtown, and just a quick skip (or Lyft!) from the nightlife and eateries of the fabulously fun and funky Whiteaker neighborhood. For something a little more upscale, you are just as close to all the posh places in the 5th Street Market district too! With free parking on premises, you can leave your car behind and find your FAB in any direction!

Hello, GORGEOUS! Amazing Vintage King Stunner!

Enjoy an over the top, one of a kind, lavishly stylish, retro experience at this high end vintage, spacious & fully furnished LUX DELUXE get-away!! Centrally located with private parking lot, you're just minutes away (and walking distance) from all of the best attractions Eugene has to offer! Downtown adjacent in the fun filled historic Jefferson-Westside neighborhood, you're also a short stroll from the 5th Street Market District, Amtrak Train Depot, and arty night life of a Whiteaker party!

La Casita at Castillo de Feliciana-Winery on site

If privacy is what you're looking for, this cute little casita is tucked away in the vineyards of Castillo de Feliciana! Enjoy the peace and quiet of the Walla Walla countryside inside this large 1 bed, 2 bath oasis! Features include a full kitchen, with a gas stove and dining area, 2 large TVs, a gas fireplace, a large step-in shower, a beautiful soaking tub, and a king-sized pull-out sofa bed, to name a few! I can't forget to mention the gorgeous patio and outdoor eating area!

3 King Beds! BBQ, Game Room

This professionally designed spacious home sleeps up to 11 guests with six beds, 3,510 square feet, and multiple areas for entertaining. The kitchen is fully equipped for the cooks or entertainers in your party and the game room includes a 70" smart TV, wet bar, leather couches, foosball table, and arcade games. There's even a grand piano! In beautiful East Medford, you'll enjoy an easy stroll through a classic neighborhood. Close to downtown shopping, restaurants and wineries

Hendricks Park Sanctuary 3: Elegance and Harmony

The entire main floor is comfortable for 6 guests. Enjoy 3 bedrooms: a master bedroom with a king bed, large walking closet, beautiful bathroom and two bedrooms each with a door connected to the patio, a queen bed and a shared bathroom. The kitchen is large and invites you to prepare an ambrosial feast. Granite counters tops and breakfast table, bar, wine cooler and all the kitchen utensils that you may need. The dining room can accommodate 6 to 12 people.

Gated Modern Estate with Wine Country Views!

This 2,500 sq. ft. modern craftsman luxury home on 11 acres was built over 3 years with tremendous love and hard work by the owners and includes 4 bedrooms, 3 baths with a gorgeous view of McMinnville...all in the heart of wine country! This gated property is walking distance to Bravuro Cellars and just minutes to multiple others by car, including award winning wineries like Methven Family Vineyards and Brooks Winery.

Mckenzie Grapevine Hideaway~by skiing & hotsprings

The Grapevine Hideaway is a private, Mediterranean style mini villa. Enjoy a quiet wooded retreat in this unique solar passive home with a fenced in yard and a beautiful garden area. Luscious grapevines decorate the home with delicious beauty. This pet friendly home has three bedrooms, one bathroom, a spacious living room, and a kitchen that is well stocked to fill your needs. Great place for family and friends!

The Gem Estate by AvantStay | Modern Farmhouse

- Beautiful estate consisting of a main house, detached barn with bedrooms - Perfect layout for large groups of multiple families or friends - Large patio with a hot tub, al fresco dining area, and grill - Sauna and cold plunge - Firepit with comfortable Adirondack seating - Large, private lot for plenty of space and privacy - 25 minutes north of central Bend - Game room and garage with workout equipment